AirHint found the following cheapest return flights from Chicago (ORD) to Cancun (CUN) in January 2026 (see full year).

Return flights

31 Jan - 04 Feb	Frontier Airlines	direct
13 Jan - 30 Jan	Viva
13 Jan - 23 Jan	Viva
20 Jan - 30 Jan	Viva
20 Jan - 23 Jan	Viva
12 Jan - 30 Jan	Viva
12 Jan - 23 Jan	Viva
22 Jan - 30 Jan	Viva
22 Jan - 23 Jan	Viva
24 Jan - 30 Jan	Viva
17 Jan - 30 Jan	Viva
20 Jan - 06 Feb	Viva
22 Jan - 11 Feb	Viva
22 Jan - 06 Feb	Viva
24 Jan - 11 Feb	Viva
24 Jan - 06 Feb	Viva
17 Jan - 06 Feb	Viva
31 Jan - 11 Feb	Viva
31 Jan - 06 Feb	Viva
20 Jan - 05 Feb	Viva

Also check the deals for one-way flights from Chicago to Cancun in January.

The deals are updated regularly. The prices may go up as tickets are purchased by other travellers. Only the cheapest flights are offered. Select a price to book and secure these cheap prices.

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Cheapest return flights from Chicago to Cancun in January from 190€

Return flights